Soft X-ray Spectroscopy of the Amine Group: Hydrogen Bond Motifs in Alkylamine/Alkylammonium Acid-Base Pairs

The Journal of Physical Chemistry. B
Maria EkimovaErik T J Nibbering

Abstract

We use N K-edge absorption spectroscopy to explore the electronic structure of the amine group, one of the most prototypical chemical functionalities playing a key role in acid-base chemistry, electron donor-acceptor interactions, and nucleophilic substitution reactions. In this study, we focus on aliphatic amines and make use of the nitrogen 1s core electron excitations to elucidate the roles of N-H σ* and N-C σ* contributions in the unoccupied orbitals. We have measured N K-edge absorption spectra of the ethylamine bases Et xNH3- x ( x = 0...3; Et- = C2H5-) and the conjugate positively charged ethylammonium cation acids Et yNH4- y+ ( y = 0...4; Et- = C2H5-) dissolved in the protic solvents ethanol and water. Upon consecutive exchange of N-H for ethyl-groups, we observe a spectral shift, a systematic decrease of the N K-edge pre-edge peak, and a major contribution in the post-edge region for the ethylamine series. Instead, for the ethylammonium ions, the consecutive exchange of N-H for ethyl groups leads to an apparent reduction of pre-edge and post-edge intensities relative to the main-edge band, without significant frequency shifts. Building on findings from our previously reported study on aqueous ammonia and ammonium ions,...Continue Reading

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Jan 23, 2016·Structural Dynamics·Maria EkimovaErik T J Nibbering
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Aug 16, 2017·Journal of the American Chemical Society·Maria EkimovaErik T J Nibbering
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Citations

Jul 23, 2019·Physical Chemistry Chemical Physics : PCCP·Sadia BariMichael Martins
Sep 23, 2019·The Journal of Chemical Physics·Artur NenovMarco Garavelli
Apr 16, 2021·The Journal of Physical Chemistry Letters·Regan G WilksMarcus Bär
Jun 5, 2021·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Cody M SterlingMichael Odelius
Dec 15, 2018·The Journal of Physical Chemistry Letters·Carlo KleineArnaud Rouzée
Aug 25, 2021·Angewandte Chemie·Minxue HuangQianwang Chen
Dec 7, 2021·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Chinnathambi KamalMichael Odelius

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